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Nonpeptidic Vinyl and Allyl Phosphonates as Falcipain‐2 Inhibitors

2008; Wiley; Volume: 3; Issue: 7 Linguagem: Inglês

10.1002/cmdc.200800050

1860-7187

Roberta Ettari, Emanuela Nizi, Maria Emilia Di Francesco, Nicola Micale, Silvana Grasso, Maria Zappalà, Radim Vičík, Tanja Schirmeister,

HIV/AIDS drug development and treatment

ChemMedChemVolume 3, Issue 7 p. 1030-1033 Communication Nonpeptidic Vinyl and Allyl Phosphonates as Falcipain-2 Inhibitors Roberta Ettari Dr., Roberta Ettari Dr. [email protected] Dipartimento Farmaco Chimico, University of Messina, Viale Annunziata, 98168 Messina (Italy), Fax: (+39) 090-355-613Search for more papers by this authorEmanuela Nizi Dr., Emanuela Nizi Dr. Department of Medicinal Chemistry, IRBM, MRL Rome, Via Pontina Km 30.600, 00040 Pomezia, Roma (Italy)Search for more papers by this authorMaria Emilia Di Francesco Dr., Maria Emilia Di Francesco Dr. Department of Medicinal Chemistry, IRBM, MRL Rome, Via Pontina Km 30.600, 00040 Pomezia, Roma (Italy)Search for more papers by this authorNicola Micale Dr., Nicola Micale Dr. Dipartimento Farmaco Chimico, University of Messina, Viale Annunziata, 98168 Messina (Italy), Fax: (+39) 090-355-613Search for more papers by this authorSilvana Grasso Prof., Silvana Grasso Prof. Dipartimento Farmaco Chimico, University of Messina, Viale Annunziata, 98168 Messina (Italy), Fax: (+39) 090-355-613Search for more papers by this authorMaria Zappalà Prof., Maria Zappalà Prof. Dipartimento Farmaco Chimico, University of Messina, Viale Annunziata, 98168 Messina (Italy), Fax: (+39) 090-355-613Search for more papers by this authorRadim Vičík Dr., Radim Vičík Dr. Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg (Germany)Search for more papers by this authorTanja Schirmeister Prof. Dr., Tanja Schirmeister Prof. Dr. Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg (Germany)Search for more papers by this author Roberta Ettari Dr., Roberta Ettari Dr. [email protected] Dipartimento Farmaco Chimico, University of Messina, Viale Annunziata, 98168 Messina (Italy), Fax: (+39) 090-355-613Search for more papers by this authorEmanuela Nizi Dr., Emanuela Nizi Dr. Department of Medicinal Chemistry, IRBM, MRL Rome, Via Pontina Km 30.600, 00040 Pomezia, Roma (Italy)Search for more papers by this authorMaria Emilia Di Francesco Dr., Maria Emilia Di Francesco Dr. Department of Medicinal Chemistry, IRBM, MRL Rome, Via Pontina Km 30.600, 00040 Pomezia, Roma (Italy)Search for more papers by this authorNicola Micale Dr., Nicola Micale Dr. Dipartimento Farmaco Chimico, University of Messina, Viale Annunziata, 98168 Messina (Italy), Fax: (+39) 090-355-613Search for more papers by this authorSilvana Grasso Prof., Silvana Grasso Prof. Dipartimento Farmaco Chimico, University of Messina, Viale Annunziata, 98168 Messina (Italy), Fax: (+39) 090-355-613Search for more papers by this authorMaria Zappalà Prof., Maria Zappalà Prof. Dipartimento Farmaco Chimico, University of Messina, Viale Annunziata, 98168 Messina (Italy), Fax: (+39) 090-355-613Search for more papers by this authorRadim Vičík Dr., Radim Vičík Dr. Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg (Germany)Search for more papers by this authorTanja Schirmeister Prof. Dr., Tanja Schirmeister Prof. Dr. Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg (Germany)Search for more papers by this author First published: 08 July 2008 https://doi.org/10.1002/cmdc.200800050Citations: 41Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract Antimalarials: The aim of our work was to investigate the ability of nonpeptidic vinyl and allyl phosphonates to inhibit falcipain-2 (FP-2), the main cysteine protease of P. falciparum. Some of the compounds synthesized, such as the one shown, moderately inhibit FP-2 activity. References 1World Malaria Report, W.H.O. 2005: http://rbm.who.int./wmr2005/html/exsummary_en.htm. 2 2aS. Jana, J. Paliwal, Int. J. Antimicrob. Agents 2007, 30, 4–10; 2bG. E. Garcia Linares, J. B. Rodriguez, Curr. Med. Chem. 2007, 14, 289–314. 3P. J. Rosenthal, P. S. Sijwali, A. Singh, B. R. Shenai, Curr. Pharm. Des. 2002, 8, 1659–1672. 4 4aM. Hanspal, M. Dua, Y. Takakuwa, A. H. Chishti, A. Mizuno, Blood 2002, 100, 1048–1054; 4bT. Hogg, K. Nagarajan, S. Herzberg, L. Chen, X. Shen, H. Jiang, M. Wecke, C. Blohmke, R. Hilgenfeld, C. L. Schmidt, J. Biol. Chem. 2006, 281, 25425–25437. 5J. C. Powers, J. L. Asgian, O. D. Ekici, K. E. James, Chem. Rev. 2002, 102, 4639–4650. 6R. Vicik, M. Busemann, K. Baumann, T. Schirmeister, Curr. Top. Med. Chem. 2006, 6, 331–353. 7B. R. Shenai, B. J. Lee, A. Alvarez-Hernandez, P. Y. Chong, C. D. Emal, R. J. Neitz, W. R. Roush, P. J. Rosenthal, Antimicrob. Agents Chemother. 2003, 47, 154–160. 8N. Micale, A. P. Kozikowski, R. Ettari, S. Grasso, M. Zappalà, J.-J. Jeong, A. Kumar, M. Hanspal, A. H. Chishti, J. Med. Chem. 2006, 49, 3064–3067. 9R. Ettari, E. Nizi, M. E. Di Francesco, M.-A. Dude, G. Pradel, R. Vičík, T. Schirmeister, N. Micale, S. Grasso, M. Zappalà, J. Med. Chem. 2008, 51, 988–996. 10J. T. Palmer, D. Rasnick, J. L. Klaus, Pct. Int. Appl. WO9523222, 1995 [ Chem. Abstr. 1995, 123, 309464]. 11P. S. Sijwali, L. S. Brinen, P. J. Rosenthal, Protein Expression Purif. 2001, 22, 128–138. 12A. K. Chatterjee, T.-L. Choi, R. H. Grubbs, Synlett 2001, 1034–1037. 13F. C. Bargiggia, W. V. Murray, J. Org. Chem. 2005, 70, 9636–9639. 14K. C. Pandey, S. X. Wang, P. S. Sijwali, A. L. Lau, J. H. McKerrow, P. J. Rosenthal, Proc. Natl. Acad. Sci. USA 2005, 102, 9138–9143. 15W. X. Tian, C. L. Tsou, Biochemistry 1982, 21, 1028–1032. 16P. J. F. Henderson, Biochem. J. 1972, 127, 321–333. 17C. Gelhaus, R. Vicik, R. Hilgenfeld, C. L. Schmidt, M. Leippe, T. Schirmeister, Biol. Chem. 2004, 385, 435–438. 18GraFit Version 3.0, Erithacus Software Ltd., London, 1992. 19R. Vicik, M. Busemann, C. Gelhaus, N. Stiefl, J. Scheiber, W. Schmitz, F. Schulz, M. Mladenovic, B. Engels, M. Leippe, K. Baumann, T. Schirmeister, ChemMedChem 2006, 1, 1126–1141. Citing Literature Volume3, Issue7July 14, 2008Pages 1030-1033 ReferencesRelatedInformation